Kid-friendly holiday rentals in Winchester
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Winchester
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester family-friendly rentals
Kid-friendly house rentals
Home in Sewanee
4.9 out of 5 average rating, 160 reviewsReturn Guest House and Writers’ Retreat
16–23 Sep
Home in Winchester
4.92 out of 5 average rating, 120 reviewsWHATAVIEW Lakehouse and Dock on Tims Ford Lake
30 Mar – 6 Apr
Home in Beersheba Springs
4.99 out of 5 average rating, 124 reviewsStone Door Cottage
17–24 Aug
Home in South Pittsburg
4.89 out of 5 average rating, 402 reviewsMartin Springs Cabin.
23–30 Sep
Home in Chattanooga
4.94 out of 5 average rating, 244 reviewsRiverfront Getaway with a View
28 Jan – 4 Feb
Home in Winchester
5.0 out of 5 average rating, 80 reviewsHistoric Home - Walk to Downtown Winchester TN!
6–13 Sep
Home in Winchester
4.97 out of 5 average rating, 34 reviewsBasecamp Retreat TimsFordLake
26 Jan – 2 Feb
Home in Winchester
4.95 out of 5 average rating, 37 reviewsAwesome Home minutes from the Lake.
2–9 Jul
Family-friendly apartment rentals
Flat in Tracy City
4.94 out of 5 average rating, 108 reviewsCarriage House Farm
25 Dec – 1 Jan
Flat in Lookout Mountain
4.97 out of 5 average rating, 144 reviewsRock Creek Guesthouse
15–22 Dec
Flat in Taft
4.89 out of 5 average rating, 275 reviewsThe Cottage
12–19 Apr
Flat in Winchester
4.93 out of 5 average rating, 14 reviewsNewly Renovated Lovely 2-Bedroom Rental
21–28 Jul
Flat in Winchester
4.85 out of 5 average rating, 67 reviewsLakefront: Dock, Hot Tub, Fire Pit & Home Theater
9–16 Feb
Flat in Winchester
4.89 out of 5 average rating, 35 reviewsBeautifully Renovated Studio 2 miles from Marina!
1–8 Mar
Flat in Shelbyville
5.0 out of 5 average rating, 12 reviewsMcdale Landing 101
21–28 Dec
Flat in Sewanee
4.89 out of 5 average rating, 37 reviewsSweet Greens View Suite @Sewanee
18–25 Feb
Family-friendly apartment rentals
Apartment in Chattanooga
4.91 out of 5 average rating, 221 reviewsWater Front Outdoor Paradise 10 Min From Chatt!!
3–10 Dec
Apartment in Chattanooga
4.78 out of 5 average rating, 163 reviewsUnit H | Booking For Summer Vacation Now!
22–29 Jul
Apartment in Chattanooga
4.81 out of 5 average rating, 237 reviewsUnit A | Ground Level Condo & Water/Mountain Views
5–12 Jan
Apartment in Chattanooga
4.78 out of 5 average rating, 131 reviewsUnit I | River/Mountain Views! Water/Dock Access
10–17 Mar
Quick stats about holiday rentals that are kid-friendly in Winchester
Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.1T reviews
Nightly prices starting at
₹5,835 before taxes and fees
Destinations to explore
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